| 摘要 | 第5-7页 |
| ABSTRACT | 第7-9页 |
| Chapter (1) Transition-Metal-Catalyzed Cross-Coupling Reactions | 第22-76页 |
| 1.1 Introduction | 第22页 |
| 1.2 Transition metal catalyzed cross-coupling reactions of alkyl halides and pseudohalides with organometallic reagents | 第22-25页 |
| 1.3 Transition metal catalyzed cross-coupling reactions of three-membered ring heterocycles (epoxides) with carbon nucleophiles | 第25-38页 |
| 1.3.1 Transition metal catalyzed reductive cross-coupling reactions of epoxides | 第26-30页 |
| 1.3.2 Transition metal catalyzed Mizoroki-Heck-type reactions of epoxides | 第30-31页 |
| 1.3.3 Transition metal catalyzed cross-coupling reaction via free radical pathway | 第31-33页 |
| 1.3.4 Organometallic reagents catalyzed alkylation cross-coupling reaction of epoxides | 第33-34页 |
| 1.3.5 Transition metal catalyzed cyanation reaction of epoxides | 第34-36页 |
| 1.3.6 Copper-catalyzed alkylation reactions of epoxides with Grignard reagents | 第36-37页 |
| 1.3.7 Transition metal catalyzed arylation reactions of epoxides with organoboronic derivatives | 第37-38页 |
| 1.4 Transition metal catalyzed cross-coupling reactions of vinyl epoxides with carbon nucleophiles | 第38-45页 |
| 1.4.1 Palladium-catalyzed cross-coupling of vinyl epoxides with organoboronic acids | 第39-40页 |
| 1.4.2 Friedel-Crafts-type reactions of vinyl epoxides | 第40-41页 |
| 1.4.3 Organocopper reagents catalyzed alkylation of vinyl epoxides | 第41页 |
| 1.4.4 Dual transition metal catalyzed three component coupling reactions | 第41-44页 |
| 1.4.5 Palladium catalyzed cross-coupling of vinyl epoxides with metal enolates | 第44页 |
| 1.4.6 Nickel catalyzed three component coupling reactions | 第44-45页 |
| 1.5 Transition-metal catalyzed cross-coupling reactions of vinyl epoxides with boron nucleophiles | 第45-49页 |
| 1.5.1 Metal-free borylative ring-opening of vinyl epoxides | 第47-49页 |
| 1.6 Transition-metal catalyzed cross-coupling reactions of propargyl epoxides with boron nucleophiles | 第49-50页 |
| 1.7 Homologation reaction of lithiated epoxides with boronic esters | 第50-51页 |
| 1.8 Transition metal catalyzed cross-coupling reaction of fluoride-substituents | 第51-67页 |
| 1.8.1 Transition metal catalyzed cross-coupling reaction of vinyl, allyl fluorides and trifluoromethyl alkenes | 第53-59页 |
| 1.8.2 Palladium-catalyzed cross-coupling reaction of allylic gem-difluorides | 第59-61页 |
| 1.8.3 Cross-coupling reaction of gem-difluorides with organolithium reagents | 第61-62页 |
| 1.8.4 Ring-opening reactions of gem-difluorocyclopropanes with C-F bond cleavage | 第62-65页 |
| 1.8.5 Ring-opening reactions of gem-difluorocyclopropanes without C-F bond cleavage | 第65-67页 |
| 1.9 Conclusion | 第67-68页 |
| References | 第68-76页 |
| Chapter (2) Copper-Catalyzed Cross-Coupling Reactions of Epoxides with gem-Diborylmethane | 第76-98页 |
| 2.1 Introduction | 第76-77页 |
| 2.2 Results and Discussions | 第77-83页 |
| 2.2.1 Optimization of the reaction conditions of 2-(phenoxymethyl)-oxirane) and diborylmethane | 第77-80页 |
| 2.2.2 Scope of epoxide substrates cross-coupling | 第80-81页 |
| 2.2.3 Scope of 1,1-disubstituted epoxides with diborylmethane | 第81-82页 |
| 2.2.4 Copper-catalyzed cross-coupling of aziridine derivatives with diborylmethane | 第82-83页 |
| 2.2.5 Copper catalyzed cross coupling of chiral epoxide | 第83页 |
| 2.3 Experimental Section | 第83-89页 |
| 2.3.1 Materials | 第83-84页 |
| 2.3.2 Analytical Methods | 第84页 |
| 2.3.3 Experimental Methods | 第84-89页 |
| 2.4 Characterization of epoxides and aziridines (NMR spectra) | 第89-94页 |
| 2.5 Conclusion | 第94-95页 |
| References | 第95-98页 |
| Chapter (3) Copper-Catalyzed Borylation Reactions of Epoxides with Diboron Reagents | 第98-116页 |
| 3.1 Introduction | 第98-99页 |
| 3.2 Results and Discussions | 第99-107页 |
| 3.2.1 Optimization of reaction conditions | 第99-103页 |
| 3.2.2 Scope of borylation reaction | 第103-104页 |
| 3.2.3 Suzuki-Miyaura cross-coupling of β-hydroxyl boronic ester with arylhalides | 第104-105页 |
| 3.2.4 Copper-catalyzed borylation reaction of racemic and chiral epoxides | 第105-106页 |
| 3.2.5 Palladium-catalyzed arylation reaction of β-hydroxyl boronic ester | 第106页 |
| 3.2.6 Chan-Lam C-N cross-coupling of β-hydroxyl boronic ester with N-methylaniline | 第106-107页 |
| 3.3 Experimental Section | 第107-113页 |
| 3.3.1 Materials | 第107页 |
| 3.3.2 Analytical Methods | 第107-108页 |
| 3.3.3 Experimental Methods | 第108-113页 |
| 3.4 Conclusion | 第113-114页 |
| References | 第114-116页 |
| Chapter (4) Palladium-Catalyzed Regioselective Activation of gem-Difluorinated Cyclopropanes | 第116-144页 |
| 4.1 Introduction | 第116页 |
| 4.2 Research background of palladium-catalyzed difluorinated acyclic and cyclicpropanes | 第116-118页 |
| 4.3 Results and Discussions | 第118-127页 |
| 4.3.1 Optimization of the reaction conditions | 第118-121页 |
| 4.3.2 Scope of the amines nucleophile with gem-2,2-difluorinated cyclopropanes aphthalane | 第121-122页 |
| 4.3.3 Scope of the amines nucleophile with a variety of gem-difluorinated yclopropanes substrates | 第122-123页 |
| 4.3.4 Substrate scope of other nucleophiles (phenols, alcohols, and carboxylic alts) | 第123-124页 |
| 4.3.5 Substrate scope of simple C-H bond nucleophiles | 第124-125页 |
| 4.3.6 Gram-scale synthesis of [F]-naftifine | 第125-126页 |
| 4.3.7 Application of strategy in natural products derivation | 第126页 |
| 4.3.8 Plausible reaction mechanisms | 第126-127页 |
| 4.4 Experimental Section | 第127-134页 |
| 4.4.1 Materials | 第127-128页 |
| 4.4.2 Analytical Methods | 第128页 |
| 4.4.3 Experimental Methods | 第128-134页 |
| 4.5 Charactrization of gem-difluorinated cyclopropane substrates | 第134-139页 |
| 4.6 Conclusion | 第139页 |
| References | 第139-144页 |
| Chapter (5) Summary of the Work | 第144-146页 |
| NMR Spectra Data | 第146-180页 |
| ACHIEVEMENTS & PUBLICATIONS | 第180-182页 |
| ACKNOWLEDGEMENTS | 第182-183页 |
